methyl (5S)-2,3-O-isopropylidene-5-C-(2-methylphenyl)-α-D-lyxofuranoside

Base Information

• Chemical Name: methyl (5S)-2,3-O-isopropylidene-5-C-(2-methylphenyl)-α-D-lyxofuranoside
• CAS No.: 1385036-01-0
• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.348

Synonyms:methyl (5S)-2,3-O-isopropylidene-5-C-(2-methylphenyl)-α-D-lyxofuranoside

Chemical Property of methyl (5S)-2,3-O-isopropylidene-5-C-(2-methylphenyl)-α-D-lyxofuranoside

Chemical Property:

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Technology Process of methyl (5S)-2,3-O-isopropylidene-5-C-(2-methylphenyl)-α-D-lyxofuranoside

There total 2 articles about methyl (5S)-2,3-O-isopropylidene-5-C-(2-methylphenyl)-α-D-lyxofuranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

benzylmagnesium chloride (6921-34-2) + 1-O-methyl-2,3-O-isopropylidene-α-D-mannopentoaldo-1,4-furanose (33985-40-9,58056-24-9,63029-10-7,105368-48-7,141610-28-8,141724-46-1) → methyl (5S)-2,3-O-isopropylidene-5-C-(2-methylphenyl)-α-D-lyxofuranoside (1385036-01-0) + methyl (5R)-2,3-O-isopropylidene-5-C-(2-methylphenyl)-α-D-lyxofuranoside + methyl 6-deoxy-2,3-O-isopropylidene-6-phenyl-α-D-mannofuranoside + methyl 6-deoxy-2,3-O-isopropylidene-6-phenyl-β-L-gulofuranoside

Guidance literature:

In diethyl ether; at -25 - 20 ℃; for 2h; Overall yield = 33 %; Overall yield = 0.96 g;

DOI:10.3762/bjoc.10.202

Reference yield:

phenylmagnesium bromide (1589-82-8) + 1-O-methyl-2,3-O-isopropylidene-α-D-mannopentoaldo-1,4-furanose (33985-40-9,58056-24-9,63029-10-7,105368-48-7,141610-28-8,141724-46-1) → methyl (5S)-2,3-O-isopropylidene-5-C-(2-methylphenyl)-α-D-lyxofuranoside (1385036-01-0) + methyl (5R)-2,3-O-isopropylidene-5-C-(2-methylphenyl)-α-D-lyxofuranoside + methyl 6-deoxy-2,3-O-isopropylidene-6-phenyl-α-D-mannofuranoside + methyl 6-deoxy-2,3-O-isopropylidene-6-phenyl-β-L-gulofuranoside

Guidance literature:

In diethyl ether; at -25 - 20 ℃; for 2h; Overall yield = 46 %; Overall yield = 1.37 g;

DOI:10.3762/bjoc.10.202

upstream raw materials:

benzylmagnesium chloride

1-O-methyl-2,3-O-isopropylidene-α-D-mannopentoaldo-1,4-furanose

phenylmagnesium bromide

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